Longest shots to win the Kentucky Derby

Longest shots to win the Kentucky Derby

May 04, 2018 9:55 AM


Bourbon, big hats and bluegrass are the hallmarks of the Kentucky Derby. But then, so are big bets and longshots. Of the 14 longshots that have won the Run for the Roses, four of them had 21/1 odds, meaning you’d have walked away with a very nice profit on a win ticket and would be taking everyone to dinner if you had the winner in an exacta or trifecta.

Longshots with 21/1 odds or higher have won the Derby nearly 10 percent of the time, dating back to the first race in 1875, and more than a third of those winners (five) have won the roses since 2002. But more recent history is different: five consecutive betting favorites have won the Kentucky Derby. Time for another longshot?

Post time for the 144th Run for the Roses is 6:34 p.m. ET and NBC will provide live television coverage. More than half of the 20 horses entered in Saturday’s race face taller odds to win — in fact, 11 horses have odds higher than 25/1. If any of these five major longshots win, they would vault high on this list below (check here for latest odds): Firenze Fire (50/1), Lone Sailor (50/1), Instilled Regard (50/1), Bravazo (50/1) and Combatant (50/1) from the 20th gate. The favorite is Justify, currently at 3/1.

91/1 Donerail (1913): The biggest longshot to ever win a Kentucky Derby, jockey Roscoe Goose was off the lead, but within striking distance the entire race and won by half a length. He set a track record with at that time with a time of 2:04 4/5. Secretariat currently holds the Kentucky Derby record his 1973 run of 1:59 2/5.

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